(E)-hydroxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid | 69689-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (E)-hydroxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid
• 英文别名: α-syn-hydroximino-α-(2-tritylamino-thiazol-4-yl)-acetic acid；2-hydroxyimino-2-(2-tritylamino-4-thiazolyl)-acetic acid；(Z)-2-Hydroxyimino-2-(2-tritylaminothiazol-4-yl)acetic acid；(2E)-2-hydroxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid
• CAS: 69689-80-1
• 化学式: C₂₄H₁₉N₃O₃S
• 分子量: 429.499
• InChiKey: LOHLGUGGIGMESE-SZXQPVLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-hydroxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid 以 N-甲基乙酰胺 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 生成 cyanomethoxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid cyanomethyl ester
  参考文献：
  名称：

  Oximes

  摘要：

  合成的新型对映异构体氧肟化合物，化学式为##STR1##其中B为--(CH.sub.2).sub.n' --R.sub.5，n'为1至4的整数，R.sub.5为##STR2##R.sub.6和R.sub.7分别选自氢和1至4个碳原子的烷基，当与它们连接的氮一起时，选自邻苯二甲酰亚胺和1-吡啶基，R.sub.1选自氯，CH.sub.3 O--，1至5个碳原子的烷基和烷硫基，3至5个碳原子的环烷基，--CH.sub.2 --S--R.sub.12，乙酰氧甲基，氨基甲酰氧甲基和##STR3##R.sub.12选自2-氧代-(3H)-噻唑烷-4-基羰基，3-甲基-1,2-噁唑-5-基羰基，2至4个碳原子的烷酸酰基和氮杂环，Alka为1至4个碳原子的烷基，A选自氢，--NH.sub.4，碱金属，碱土金属，镁，无毒、药用可接受的有机胺和易于水解的酯及其无毒、药用可接受的酸盐；具有抗菌活性及其新型中间体。

  公开号：

  US04439433A1
• 作为产物：
  描述：

  ethyl 2-hydroxyimino-2-(2-tritylamino-4-thiazolyl)-acetate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 (E)-hydroxyimino-(2-tritylamino-thiazol-4-yl)-acetic acid
  参考文献：
  名称：

  头孢菌素一CHAINES氨基-2-噻唑基-4- acetyles：影响德拉存在等德拉配置D'未GROUPE氧亚氨基1河畔L'激活Google antibacterienne

  摘要：

  描述了具有反（E）和顺（Z）构型的2-（2-氨基-4-噻唑基）2-（羟基或烷氧基）-亚氨基乙酸衍生物的合成。通过这些化合物，已经实现了7β-氨基头孢烷酸（7-ACA）的氨基的酰化。这两个由此带来的一系列的头孢derivatives-防和顺式相对于它们的抗菌活性-are明显不同。一些合成化合物具有迄今为止所观察到的最高的抗菌活性。

  DOI：

  10.1016/0040-4020(78)89034-6

文献信息

• CEPHALOSPORIN DERIVATIVE
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0691343A1

  公开（公告）日：1996-01-10

  A cephalosporin derivative represented by general formula (I) or a salt thereof, wherein R¹ represents hydrogen, lower alkenyl, lower alkynyl, cycloalkyl, hydroxyl-protecting group, or (un)substituted lower alkyl; R² represents hydrogen, ester residue, or negative charge; R³ represents either (1) a group represented by general formula (a), wherein R⁴ and R⁵ represent each independently lower alkoxy or (un)substituted amino, or R⁴ and R⁵ may be combined together with the neighboring tetrahydropyridazine ring to form an (un)substituted fused 5- or 6-membered ring, or (2) a group represented by general formula (b) or (c), wherein R⁶ and R⁷ represent each independently hydrogen, halogen, amino, azido, carbamoyl, lower alkyl which may be substituted by amino, azido, carbamoyl or halogen, carbamoyl, or (un)substituted 5- or 6-membered heterocyclic group (provided the nitrogen atom of the heterocycle may be substituted to form a quaternary amine); X represents methine (-CH=) or nitrogen; and ring A represents a 4- to 5-membered nitrogenous heterocycle which may contain oxygen.

  由一般式(I)表示的头孢菌素衍生物或其盐，其中R¹代表氢、较低的烯基、较低的炔基、环烷基、羟基保护基团，或(未)取代的较低烷基；R²代表氢、酯残基或负电荷；R³表示(1)由一般式(a)表示的基团，其中R⁴和R⁵各自独立地代表较低的烷氧基或(未)取代的氨基，或R⁴和R⁵可以与相邻的四氢吡啶环结合在一起形成(未)取代的融合的5-或6-成员环，或(2)由一般式(b)或(c)表示的基团，其中R⁶和R⁷各自独立地代表氢、卤素、氨基、叠氮基、氨甲酰基、可能被氨基、叠氮基、氨甲酰基或卤素取代的较低烷基，氨甲酰基，或(未)取代的5-或6-成员杂环基团(假设杂环的氮原子可能被取代以形成季铵胺)；X代表亚甲基(-CH=)或氮；环A代表可能含氧的4-至5-成员氮杂环。
• Novel cephalosporin compounds
  申请人：LUCKY LTD.

  公开号：EP0604920A1

  公开（公告）日：1994-07-06

  The present invention relates to novel cephalosporin compounds, pharmaceutically acceptable non-toxic salts, physiologically hydrolyzable esters, hydrates and solvates and isomers thereof which possess potent and broad antibacterial activities. The compounds of the present invention have a (4-amino-1-substituted-alkapyrimidinium-4-yl)thiomethyl group in 3-position of the cephem nucleus and is specifically represented by the following formula(I): wherein: R¹ isa hydrogen atom or, a C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl or -C(RA)(RB)COOH group wherein RA and RB are independently a hydrogen atom or a C₁₋₄ alkyl group, or form a C₃₋₇ cycloalkyl group together with the carbon atom to which they are attached; R² isan unsubstituted or substituted amino, C₁₋₄ alkyl or C₃₋₇ cycloalkyl group; and n isan integer ranging from 2 to 7.

  本发明涉及新型头孢菌素化合物，其具有强大和广泛的抗菌活性的药用可接受的无毒盐、生理水解酯、水合物、溶剂合物和其异构体。本发明的化合物在头孢菌素核的3-位置具有(4-氨基-1-取代-烷基嘧啶-4-基)硫甲基基团，具体由以下式(I)表示：其中：R¹是氢原子或C₁₋₄烷基、C₂₋₄烯基、C₂₋₄炔基或-C(RA)(RB)COOH基团，其中RA和RB独立地是氢原子或C₁₋₄烷基，或者与它们所连接的碳原子一起形成C₃₋₇环烷基基团；R²是未取代或取代的氨基、C₁₋₄烷基或C₃₋₇环烷基基团；n是一个范围从2到7的整数。
• Method for preserving quaternary ammonium salt
  申请人：——

  公开号：US20030153785A1

  公开（公告）日：2003-08-14

  A method of improving the stability of a quaternary ammonium salt and a method of efficiently preparing the quaternary ammonium salt having improved stability.

  一种提高季铵盐稳定性的方法和一种高效制备稳定性提高的季铵盐的方法。
• Beta-lactam compound and a pharmaceutical composition containing the same
  申请人：KYOWA HAKKO KOGYO CO., LTD

  公开号：EP0082501A1

  公开（公告）日：1983-06-29

  β-Lactam compounds represented by the general formula: wherein Acyl represents: [where R, represents a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, a substituted lower alkyl group having 1 to 6 carbon atoms (where the substituent is a cyano group, a halogen atom, a carboxyl group, a lower alkoxycarbonyl group having 2 to 6 carbon atoms, or a carbamoyl group), or a group represented by: (where R2 and R3 are same or different, and represent hydrogen atoms, lower alkyl groups having 1 to 5 carbon atoms, or a 3 to 6-membered cycloalkylidene group with the carbon atoms bonded thereto; A represents a phenyl or naphtyl group respectively substituted by (OR4)n and further optionally substituted by other group(s); R4 represents a hydrogen atom, or a lower alkanoyl group having 1 to 5 carbon atoms; and m represent 0 or 1; n represents an integer of 1 to 4)], or [where R5 represents a hydrogen atom, a lower alkanoyl group having 1 to 5 carbon atoms, a carbamoyl group, a lower alkyl group having 1 to 5 carbon atoms, a carbamoyl group substituted by a lower alkanoyl group having 1 to 5 carbon atoms, or a group represented by: (where R2, R3, A, R4, and n have the same meanings as defined above)]; X represents a methoxy group, an azide group, an amino group, NHCOR6 (where R6 represents a lower alkyl group having 1 to 5 carbon atoms, an amino group, or a lower alkylamino group having 1 to 5 carbon atoms, S - R7 (where R7 represents a substituted or unsubstituted 5 or 6-membered monocyclic or bicyclic heterocyclic group having 1 to 5 nitrogen, oxygen or sulfur atoms), a pyridinium group, or a substituted pyridinium group; and R represents a hydrogen atom, an alkali metal, an alkaline earth metal, an organic ammonium group or an ester residue readily hydrolyzable in vivo. In spite of the above definition, where X is a methoxy group, R, is a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or a substituted lower alkyl group having 1 to 6 carbon atoms (where the substituent is a cyano group, a halogen atom, or a carbamoyl group) have a strong anti-microbial activities against a wide range of Gram positive and Gram negative bacteria.

  由通式表示的β-内酰胺化合物： 其中酰基代表： [其中 R 代表氢原子、具有 1 至 6 个碳原子的低级烷基、具有 1 至 6 个碳原子的取代低级烷基（其中取代基为氰基、卤素原子、羧基、具有 2 至 6 个碳原子的低级烷氧基羰基或氨基甲酰基），或由以下基团代表的基团： (其中 R2 和 R3 相同或不同，分别代表氢原子、具有 1 至 5 个碳原子的低级烷基或碳原子成键的 3 至 6 元环亚烷基；A 代表分别被 (OR4)n 取代的苯基或萘基，并可进一步任选被其他基团取代；R4 代表氢原子或具有 1 至 5 个碳原子的低级烷酰基；m 代表 0 或 1；n 代表 1 至 4 的整数）]，或 [其中 R5 代表氢原子、具有 1 至 5 个碳原子的低级烷酰基、氨基甲酰基、具有 1 至 5 个碳原子的低级烷基、被具有 1 至 5 个碳原子的低级烷酰基取代的氨基甲酰基、或由以下各项代表的基团： (其中 R2、R3、A、R4 和 n 的含义与上述定义相同）]；X 代表甲氧基、叠氮基、氨基、NHCOR6（其中 R6 代表具有 1 至 5 个碳原子的低级烷基、氨基或具有 1 至 5 个碳原子的低级烷基氨基）、S - R7（其中 R7 代表具有 1 至 5 个氮、氧或硫原子的取代或未取代的 5 或 6 元单环或双环杂环基团）、吡啶鎓基团或取代的吡啶鎓基团；R 代表氢原子、碱金属、碱土金属、有机铵基或在体内易水解的酯残基。尽管有上述定义，但其中 X 是甲氧基，R 是氢原子、具有 1 至 6 个碳原子的低级烷基或具有 1 至 6 个碳原子的取代低级烷基（其中取代基是氰基、卤素原子或氨基甲酰基），对多种革兰氏阳性和革兰氏阴性细菌具有很强的抗微生物活性。
• Cephalosporin compounds
  申请人：GLAXO GROUP LIMITED

  公开号：EP0098161A2

  公开（公告）日：1984-01-11

  Cephalosporin compounds of general formula (wherein R' represents a hydrogen atom or a carboxyl blocking group, R2 represents an amino or protected amino group, X represents a halogen atom or a hydroxyl or acetoxy group, B is S or S - O, and the dotted line bridging the 2-, 3- and 4-positions indicates that the compound is a ceph-2-em or ceph-3-em compound) and salts thereof. The compounds may be useful in the preparation of other cephalosporin compounds possessing antibiotic activity. Futhermore, ceph-3-em compounds of formula (1) in which R2 is an amino group, B is S and X is hydroxy or acetoxy, as well as the non-toxic salts and non-toxic metabolically labile esters thereof, themselves exhibit antibiotic activity.

  通式如下的头孢菌素化合物 (其中 R' 代表氢原子或羧基，R2 代表氨基或受保护的氨基，X 代表卤素原子或羟基或乙酰氧基，B 为 S 或 S - O，连接 2、3、4 位的虚线表示该化合物为头孢-2-em 或头孢-3-em 化合物）及其盐类。这些化合物可用于制备其他具有抗生素活性的头孢菌素化合物。此外，式（1）中 R2 为氨基，B 为 S，X 为羟基或乙酰氧基的头孢-3-em 化合物及其无毒盐和无毒代谢易变酯本身也具有抗生素活性。